#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200164.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2200164 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o346 _journal_page_last o348 _publ_section_title ; A chiral C~2~ axially symmetric naphthalene derivative of a bicyclooctane diketal ; loop_ _publ_author_name 'Parvez, Masood' 'Simion, Dan V.' 'Sorensen, Ted S.' _chemical_name_common 'bis Ketal' _chemical_formula_moiety 'C26 H30 O4' _chemical_formula_sum 'C26 H30 O4' _chemical_formula_weight 406.50 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.1172(11) _cell_length_b 22.523(4) _cell_length_c 12.5352(13) _cell_angle_alpha 90.00 _cell_angle_beta 105.362(12) _cell_angle_gamma 90.00 _cell_volume 2209.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _exptl_crystal_density_diffrn 1.222 _diffrn_ambient_temperature 200(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1A .6601(9) .6057(4) .5693(6) .043(2) Uani d . 1 . . O O2A .7519(9) .5093(4) .5993(6) .042(2) Uani d . 1 . . O O3A .3773(9) .6959(4) .8571(6) .041(2) Uani d . 1 . . O O4A .4220(9) .7458(4) .7120(6) .042(2) Uani d . 1 . . O C1A .4957(11) .5518(5) .9261(8) .027(2) Uani d . 1 . . C C2A .3754(12) .5512(5) .8210(8) .029(2) Uani d . 1 . . C C3A .2213(13) .5253(6) .8104(9) .036(3) Uani d . 1 . . C H3A .1372 .5258 .7413 .043 Uiso calc R 1 . . H C4A .1872(14) .4974(6) .9041(9) .041(3) Uani d . 1 . . C H4A .0808 .4780 .8964 .049 Uiso calc R 1 . . H C5A .3059(14) .4981(6) 1.0061(9) .044(3) Uani d . 1 . . C H5A .2779 .4803 1.0678 .052 Uiso calc R 1 . . H C6A .4647(13) .5241(5) 1.0201(8) .035(3) Uani d . 1 . . C C7A .6014(15) .5303(6) 1.1187(9) .041(3) Uani d . 1 . . C H7A .5891 .5133 1.1855 .049 Uiso calc R 1 . . H C8A .7445(14) .5591(6) 1.1199(8) .040(3) Uani d . 1 . . C H8A .8327 .5610 1.1870 .048 Uiso calc R 1 . . H C9A .7703(12) .5873(6) 1.0235(9) .039(3) Uani d . 1 . . C H9A .8736 .6080 1.0267 .046 Uiso calc R 1 . . H C10A .6446(11) .5842(5) .9270(8) .029(2) Uani d . 1 . . C C11A .6374(11) .6049(5) .8119(8) .027(2) Uani d . 1 . . C C12A .4540(11) .5823(5) .7382(8) .029(2) Uani d . 1 . . C C13A .4914(12) .5408(5) .6517(8) .035(3) Uani d . 1 . . C H13A .4064 .5464 .5795 .042 Uiso calc R 1 . . H H13B .4878 .4989 .6748 .042 Uiso calc R 1 . . H C14A .6696(13) .5570(5) .6433(8) .033(2) Uani d . 1 . . C C15A .7672(12) .5728(5) .7614(8) .034(3) Uani d . 1 . . C H15A .8650 .5991 .7616 .041 Uiso calc R 1 . . H H15B .8109 .5365 .8041 .041 Uiso calc R 1 . . H C16A .6343(12) .6735(5) .7988(9) .032(2) Uani d . 1 . . C H16A .6915 .6929 .8698 .038 Uiso calc R 1 . . H H16B .6925 .6857 .7422 .038 Uiso calc R 1 . . H C17A .4451(12) .6901(6) .7628(8) .033(3) Uani d . 1 . . C C18A .3608(12) .6399(6) .6863(8) .037(3) Uani d . 1 . . C H18A .3741 .6461 .6109 .045 Uiso calc R 1 . . H H18B .2374 .6377 .6821 .045 Uiso calc R 1 . . H C19A .7947(13) .5967(6) .5146(9) .040(3) Uani d . 1 . . C H19A .9071 .6071 .5668 .048 Uiso calc R 1 . . H C20A .7845(14) .5308(6) .4984(9) .043(3) Uani d . 1 . . C H20A .6823 .5218 .4359 .052 Uiso calc R 1 . . H C21A .7666(15) .6345(6) .4135(9) .041(3) Uani d . 1 . . C H21A .7381 .6750 .4309 .062 Uiso calc R 1 . . H H21B .6724 .6181 .3551 .062 Uiso calc R 1 . . H H21C .8709 .6351 .3881 .062 Uiso calc R 1 . . H C22A .9378(16) .4994(7) .4765(11) .059(4) Uani d . 1 . . C H22A .9308 .4568 .4907 .088 Uiso calc R 1 . . H H22B 1.0430 .5156 .5255 .088 Uiso calc R 1 . . H H22C .9386 .5055 .3993 .088 Uiso calc R 1 . . H C23A .2543(12) .7421(6) .8358(9) .042(3) Uani d . 1 . . C H23A .2924 .7737 .8932 .050 Uiso calc R 1 . . H C24A .2593(13) .7674(6) .7240(10) .046(3) Uani d . 1 . . C H24A .1646 .7496 .6648 .055 Uiso calc R 1 . . H C25A .0789(13) .7206(7) .8399(12) .065(4) Uani d . 1 . . C H25A .0873 .7013 .9113 .098 Uiso calc R 1 . . H H25B .0355 .6920 .7800 .098 Uiso calc R 1 . . H H25C .0006 .7544 .8312 .098 Uiso calc R 1 . . H C26A .2541(17) .8336(8) .7124(13) .075(5) Uani d . 1 . . C H26A .2566 .8444 .6371 .113 Uiso calc R 1 . . H H26B .3533 .8510 .7655 .113 Uiso calc R 1 . . H H26C .1490 .8488 .7269 .113 Uiso calc R 1 . . H O1B .7745(9) .7946(4) 1.4027(6) .042(2) Uani d . 1 . . O O2B .6671(10) .8896(4) 1.3713(6) .047(2) Uani d . 1 . . O O3B 1.1294(9) .7188(4) 1.1486(6) .0375(18) Uani d . 1 . . O O4B 1.0682(9) .6634(4) 1.2840(6) .0382(19) Uani d . 1 . . O C1B .9855(12) .8542(5) 1.0664(8) .031(2) Uani d . 1 . . C C2B .8361(12) .8237(5) 1.0578(8) .030(2) Uani d . 1 . . C C3B .7173(12) .8183(6) .9557(8) .038(3) Uani d . 1 . . C H3B .6132 .7973 .9479 .045 Uiso calc R 1 . . H C4B .7562(15) .8448(6) .8657(9) .044(3) Uani d . 1 . . C H4B .6764 .8412 .7953 .053 Uiso calc R 1 . . H C5B .9031(15) .8758(6) .8729(9) .044(3) Uani d . 1 . . C H5B .9225 .8938 .8087 .052 Uiso calc R 1 . . H C6B 1.0305(13) .8813(5) .9792(8) .033(3) Uani d . 1 . . C C7B 1.1854(15) .9122(7) 1.0013(10) .051(3) Uani d . 1 . . C H7B 1.2195 .9317 .9434 .061 Uiso calc R 1 . . H C8B 1.2871(14) .9139(6) 1.1075(11) .050(3) Uani d . 1 . . C H8B 1.3941 .9337 1.1211 .060 Uiso calc R 1 . . H C9B 1.2418(13) .8883(6) 1.1967(10) .041(3) Uani d . 1 . . C H9B 1.3136 .8924 1.2696 .049 Uiso calc R 1 . . H C10B 1.0916(12) .8569(5) 1.1776(8) .032(2) Uani d . 1 . . C C11B 1.0018(12) .8261(5) 1.2527(8) .030(2) Uani d . 1 . . C C12B .8307(12) .7992(5) 1.1705(8) .029(2) Uani d . 1 . . C C13B .6837(13) .8255(6) 1.2124(8) .037(3) Uani d . 1 . . C H13C .6322 .8600 1.1669 .045 Uiso calc R 1 . . H H13D .5938 .7953 1.2093 .045 Uiso calc R 1 . . H C14B .7645(13) .8443(5) 1.3311(8) .037(3) Uani d . 1 . . C C15B .9406(13) .8680(6) 1.3312(8) .040(3) Uani d . 1 . . C H15C 1.0192 .8667 1.4065 .048 Uiso calc R 1 . . H H15D .9330 .9094 1.3038 .048 Uiso calc R 1 . . H C16B 1.0984(13) .7706(6) 1.3120(8) .039(3) Uani d . 1 . . C H16C 1.2236 .7760 1.3274 .046 Uiso calc R 1 . . H H16D 1.0691 .7629 1.3825 .046 Uiso calc R 1 . . H C17B 1.0382(12) .7203(6) 1.2313(8) .035(3) Uani d . 1 . . C C18B .8486(12) .7322(5) 1.1816(9) .034(3) Uani d . 1 . . C H18C .8084 .7129 1.1083 .041 Uiso calc R 1 . . H H18D .7808 .7167 1.2306 .041 Uiso calc R 1 . . H C19B .7526(14) .8178(6) 1.5039(8) .040(3) Uani d . 1 . . C H19B .8619 .8361 1.5476 .047 Uiso calc R 1 . . H C20B .6218(14) .8648(6) 1.4661(8) .044(3) Uani d . 1 . . C H20B .5056 .8465 1.4422 .053 Uiso calc R 1 . . H C21B .703(2) .7680(7) 1.5691(11) .068(4) Uani d . 1 . . C H21D .7945 .7384 1.5871 .102 Uiso calc R 1 . . H H21E .5976 .7493 1.5250 .102 Uiso calc R 1 . . H H21F .6833 .7838 1.6376 .102 Uiso calc R 1 . . H C22B .6209(19) .9145(7) 1.5449(11) .066(4) Uani d . 1 . . C H22D .5367 .9443 1.5088 .099 Uiso calc R 1 . . H H22E .7345 .9326 1.5673 .099 Uiso calc R 1 . . H H22F .5908 .8990 1.6104 .099 Uiso calc R 1 . . H C23B 1.2745(13) .6818(6) 1.1931(9) .042(3) Uani d . 1 . . C H23B 1.3569 .7034 1.2543 .050 Uiso calc R 1 . . H C24B 1.1907(13) .6323(6) 1.2415(9) .044(3) Uani d . 1 . . C H24B 1.1286 .6056 1.1802 .052 Uiso calc R 1 . . H C25B 1.3598(16) .6670(7) 1.1047(10) .057(4) Uani d . 1 . . C H25D 1.3923 .7037 1.0736 .085 Uiso calc R 1 . . H H25E 1.2810 .6443 1.0461 .085 Uiso calc R 1 . . H H25F 1.4623 .6432 1.1363 .085 Uiso calc R 1 . . H C26B 1.3017(16) .5952(7) 1.3310(11) .063(4) Uani d . 1 . . C H26D 1.2302 .5724 1.3680 .094 Uiso calc R 1 . . H H26E 1.3786 .6211 1.3849 .094 Uiso calc R 1 . . H H26F 1.3693 .5680 1.2987 .094 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1A .040(4) .064(6) .035(4) .011(4) .026(3) .009(4) O2A .052(4) .046(5) .040(4) .018(4) .031(4) .012(4) O3A .032(4) .059(6) .038(4) .005(4) .019(3) -.005(4) O4A .033(4) .042(5) .055(5) .016(4) .019(4) .014(4) C1A .024(5) .033(6) .026(5) -.001(4) .008(4) -.001(5) C2A .028(5) .036(7) .025(5) .003(5) .010(4) .001(5) C3A .030(5) .046(8) .032(5) -.011(5) .007(4) -.004(5) C4A .036(6) .044(8) .048(7) -.012(5) .023(5) .000(6) C5A .053(7) .049(9) .039(6) -.011(6) .029(6) .006(6) C6A .041(6) .036(7) .035(6) .002(5) .020(5) .001(5) C7A .056(7) .043(8) .029(6) .010(6) .021(5) .006(5) C8A .044(6) .054(8) .021(5) .010(6) .005(5) .001(5) C9A .029(5) .049(8) .035(6) -.004(5) .005(4) -.001(5) C10A .025(5) .038(7) .026(5) .007(5) .009(4) -.004(5) C11A .023(4) .035(7) .024(5) -.003(4) .011(4) .004(4) C12A .023(4) .038(7) .025(5) -.005(5) .005(4) -.002(5) C13A .036(5) .045(7) .027(5) -.005(5) .015(4) -.002(5) C14A .042(6) .033(6) .029(5) -.004(5) .018(5) -.009(5) C15A .026(5) .048(7) .031(5) .009(5) .013(4) .004(5) C16A .024(5) .038(7) .032(5) .004(5) .007(4) .004(5) C17A .021(5) .051(8) .031(5) .009(5) .011(4) .004(5) C18A .026(5) .056(8) .028(5) .003(5) .005(4) .005(5) C19A .037(5) .053(8) .034(6) .010(5) .019(5) -.002(5) C20A .049(6) .056(8) .032(6) .017(6) .023(5) .012(6) C21A .059(7) .033(7) .039(6) .002(6) .027(5) .004(5) C22A .066(8) .071(11) .053(8) .022(7) .039(7) -.001(7) C23A .025(5) .055(8) .047(6) .001(5) .012(5) -.002(6) C24A .029(5) .055(8) .056(7) .019(5) .015(5) .018(6) C25A .028(6) .093(12) .080(9) .017(7) .024(6) .033(9) C26A .051(8) .089(13) .093(11) .027(8) .032(8) .029(10) O1B .055(5) .044(5) .036(4) .017(4) .028(4) .013(4) O2B .062(5) .055(6) .037(4) .028(4) .035(4) .010(4) O3B .037(4) .045(5) .037(4) .006(4) .021(3) .005(4) O4B .046(4) .032(5) .044(4) -.004(4) .024(3) .004(4) C1B .031(5) .037(7) .027(5) .009(5) .011(4) -.005(5) C2B .030(5) .032(6) .028(5) -.003(5) .010(4) -.005(5) C3B .027(5) .054(8) .031(5) .004(5) .006(4) -.011(5) C4B .050(7) .051(8) .028(6) .014(6) .003(5) -.005(5) C5B .056(7) .052(9) .032(6) .014(6) .027(5) .000(6) C6B .041(6) .029(7) .035(6) .009(5) .018(5) .005(5) C7B .047(7) .064(10) .054(8) .007(7) .035(6) .004(7) C8B .032(6) .045(8) .079(9) .003(5) .025(6) .009(7) C9B .028(5) .044(8) .048(7) -.008(5) .006(5) -.006(6) C10B .027(5) .041(7) .027(5) .010(5) .008(4) -.004(5) C11B .031(5) .034(7) .026(5) -.011(5) .009(4) -.002(5) C12B .025(5) .033(6) .030(5) .006(4) .011(4) .000(5) C13B .040(6) .045(7) .031(5) .017(5) .017(5) .009(5) C14B .044(6) .038(7) .034(6) .007(5) .019(5) .004(5) C15B .042(6) .052(8) .029(5) .009(6) .014(5) .000(5) C16B .033(5) .058(8) .026(5) .007(5) .009(4) .005(5) C17B .029(5) .053(8) .031(5) .012(5) .019(4) .020(6) C18B .034(5) .038(7) .035(5) .000(5) .016(4) .006(5) C19B .052(7) .042(7) .032(6) .008(6) .024(5) .005(5) C20B .047(6) .061(8) .033(6) .008(6) .028(5) .007(6) C21B .115(12) .053(10) .056(8) .011(9) .057(8) .009(7) C22B .099(11) .064(10) .049(7) .029(9) .042(8) .021(7) C23B .031(5) .064(9) .031(5) .009(5) .011(5) .001(5) C24B .032(5) .056(8) .042(6) .018(6) .009(5) .007(6) C25B .053(7) .072(10) .054(8) .013(7) .029(6) -.005(7) C26B .049(7) .076(11) .066(8) .022(7) .020(6) .024(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1A C14A . 1.424(14) n O1A C19A . 1.450(11) n O2A C20A . 1.442(12) n O2A C14A . 1.450(13) n O3A C23A . 1.417(14) n O3A C17A . 1.437(12) n O4A C17A . 1.396(14) n O4A C24A . 1.452(12) n C1A C10A . 1.409(14) n C1A C6A . 1.414(14) n C1A C2A . 1.417(13) n C2A C3A . 1.354(14) n C2A C12A . 1.526(14) n C3A C4A . 1.422(16) n C3A H3A . .9500 n C4A C5A . 1.382(16) n C4A H4A . .9500 n C5A C6A . 1.384(15) n C5A H5A . .9500 n C6A C7A . 1.432(15) n C7A C8A . 1.327(17) n C7A H7A . .9500 n C8A C9A . 1.429(16) n C8A H8A . .9500 n C9A C10A . 1.362(13) n C9A H9A . .9500 n C10A C11A . 1.503(13) n C11A C15A . 1.545(13) n C11A C16A . 1.554(16) n C11A C12A . 1.613(12) n C12A C13A . 1.521(14) n C12A C18A . 1.556(16) n C13A C14A . 1.523(13) n C13A H13A . .9900 n C13A H13B . .9900 n C14A C15A . 1.524(13) n C15A H15A . .9900 n C15A H15B . .9900 n C16A C17A . 1.527(13) n C16A H16A . .9900 n C16A H16B . .9900 n C17A C18A . 1.522(17) n C18A H18A . .9900 n C18A H18B . .9900 n C19A C21A . 1.493(15) n C19A C20A . 1.497(18) n C19A H19A . 1.0000 n C20A C22A . 1.519(15) n C20A H20A . 1.0000 n C21A H21A . .9800 n C21A H21B . .9800 n C21A H21C . .9800 n C22A H22A . .9800 n C22A H22B . .9800 n C22A H22C . .9800 n C23A C25A . 1.518(15) n C23A C24A . 1.524(16) n C23A H23A . 1.0000 n C24A C26A . 1.50(2) n C24A H24A . 1.0000 n C25A H25A . .9800 n C25A H25B . .9800 n C25A H25C . .9800 n C26A H26A . .9800 n C26A H26B . .9800 n C26A H26C . .9800 n O1B C14B . 1.423(14) n O1B C19B . 1.426(12) n O2B C20B . 1.446(12) n O2B C14B . 1.460(13) n O3B C17B . 1.425(11) n O3B C23B . 1.431(13) n O4B C24B . 1.429(13) n O4B C17B . 1.433(14) n C1B C2B . 1.372(14) n C1B C6B . 1.384(14) n C1B C10B . 1.433(14) n C2B C3B . 1.389(14) n C2B C12B . 1.528(14) n C3B C4B . 1.384(17) n C3B H3B . .9500 n C4B C5B . 1.365(17) n C4B H4B . .9500 n C5B C6B . 1.459(15) n C5B H5B . .9500 n C6B C7B . 1.400(16) n C7B C8B . 1.369(17) n C7B H7B . .9500 n C8B C9B . 1.391(17) n C8B H8B . .9500 n C9B C10B . 1.374(15) n C9B H9B . .9500 n C10B C11B . 1.503(14) n C11B C15B . 1.537(15) n C11B C16B . 1.557(16) n C11B C12B . 1.612(13) n C12B C18B . 1.518(16) n C12B C13B . 1.543(13) n C13B C14B . 1.518(14) n C13B H13C . .9900 n C13B H13D . .9900 n C14B C15B . 1.526(15) n C15B H15C . .9900 n C15B H15D . .9900 n C16B C17B . 1.510(17) n C16B H16C . .9900 n C16B H16D . .9900 n C17B C18B . 1.524(13) n C18B H18C . .9900 n C18B H18D . .9900 n C19B C20B . 1.486(15) n C19B C21B . 1.506(18) n C19B H19B . 1.0000 n C20B C22B . 1.493(18) n C20B H20B . 1.0000 n C21B H21D . .9800 n C21B H21E . .9800 n C21B H21F . .9800 n C22B H22D . .9800 n C22B H22E . .9800 n C22B H22F . .9800 n C23B C25B . 1.492(15) n C23B C24B . 1.514(18) n C23B H23B . 1.0000 n C24B C26B . 1.493(16) n C24B H24B . 1.0000 n C25B H25D . .9800 n C25B H25E . .9800 n C25B H25F . .9800 n C26B H26D . .9800 n C26B H26E . .9800 n C26B H26F . .9800 n